3,6-anhydro-1-O-benzyl-2,7,8-trideoxy-4,5-O-isopropylidene-D-talo/galacto-oct-7-enitol

Base Information

Chemical Name:3,6-anhydro-1-O-benzyl-2,7,8-trideoxy-4,5-O-isopropylidene-D-talo/galacto-oct-7-enitol
CAS No.:281666-28-2
Molecular Formula:C₁₈H₂₄O₄
Molecular Weight:304.386
Hs Code.:

Synonyms:3,6-anhydro-1-O-benzyl-2,7,8-trideoxy-4,5-O-isopropylidene-D-talo/galacto-oct-7-enitol

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Chemical Property of 3,6-anhydro-1-O-benzyl-2,7,8-trideoxy-4,5-O-isopropylidene-D-talo/galacto-oct-7-enitol

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Technology Process of 3,6-anhydro-1-O-benzyl-2,7,8-trideoxy-4,5-O-isopropylidene-D-talo/galacto-oct-7-enitol

There total 6 articles about 3,6-anhydro-1-O-benzyl-2,7,8-trideoxy-4,5-O-isopropylidene-D-talo/galacto-oct-7-enitol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

: 281666-27-1
3,6-anhydro-1-O-benzyl-2-deoxy-4,5-O-isopropylidene-D-glycero-D-talo/galacto octitol

: 281666-28-2
3,6-anhydro-1-O-benzyl-2,7,8-trideoxy-4,5-O-isopropylidene-D-talo/galacto-oct-7-enitol

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In tetrahydrofuran; for 6h; Heating;
DOI:10.1016/S0040-4020(00)00099-5

Reference yield:

: 100-39-0
benzyl bromide

: 281666-28-2
3,6-anhydro-1-O-benzyl-2,7,8-trideoxy-4,5-O-isopropylidene-D-talo/galacto-oct-7-enitol

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / NaH / dimethylformamide / 1 h / 20 °C

2: 85 percent / aq. AcOH / 7 h / 20 °C

3: 86 percent / I₂; PPh₃; imidazole / tetrahydrofuran / 6 h / Heating

With 1H-imidazole; iodine; sodium hydride; acetic acid; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Etherification / 2: Hydrolysis / 3: Elimination;
DOI:10.1016/S0040-4020(00)00099-5

Reference yield:

: 14131-84-1
2,3:5,6-di-O-isopropylidene-α-D-mannofuranose

: 281666-28-2
3,6-anhydro-1-O-benzyl-2,7,8-trideoxy-4,5-O-isopropylidene-D-talo/galacto-oct-7-enitol

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / acetonitrile / 6 h / Heating

2: 0.63 g / LiAlH₄ / diethyl ether / 3 h / Heating

3: 94 percent / NaH / dimethylformamide / 1 h / 20 °C

4: 85 percent / aq. AcOH / 7 h / 20 °C

5: 86 percent / I₂; PPh₃; imidazole / tetrahydrofuran / 6 h / Heating

With 1H-imidazole; lithium aluminium tetrahydride; iodine; sodium hydride; acetic acid; triphenylphosphine; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; acetonitrile; 1: Substitution / 2: Reduction / 3: Etherification / 4: Hydrolysis / 5: Elimination;
DOI:10.1016/S0040-4020(00)00099-5